MTL - Pirates: Doflamingo Stands In the Sky - Chapter 255

Transform into Divine Dragon and dominate the world!
He is the only Divine Dragon in the sea who founded an underwater Dragon Palace.
With Crawfish Soldiers and Crab Generals as his followers, wild sharks and gigantic octopuses as his subordinates, he is the dragon that rules the city.

- Description from Novelupdates

I reincarnated inside my favorite eroge—as the main villain. But this time, I won't die like a disposable side character.Gifted with an SSS-Rank Taming System by a wickedly beautiful goddess, I’ll turn the heroines of the “main characters” into mine.One by one... they’ll kneel, obey, and crave me instead.---Check out my discord for character illustrations: https://discord.gg/Z9pY9tE9e8(No Yuri/No NTR)

“You died.”That was what the mysterious figure told him, but then he was given a second chance for the good deeds that he did in his previous life.“Super Prodigal System!”“Cultivate to immortality by wasting as much money as you can!”For the former number one prodigal of Earth, this was the perfect system!

Kyle woke up in a land of fantasy and magitech. The usual 'I died and woke up' bullshit, skip all that.

Except he used to be a crime lord, and society here is missing that extra kick.